HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029270Generated: October 30, 2026
Isopropylbenzylamine → HCID 58168247, compound
https://huagongshe.com/reaction/1029270
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropylbenzylamine | HCID 66024 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 9-chloro-5H-benzo[c][1,8]naphthyridin-6-one | HCID 58168298 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58168247 | HCID 58168247 | 7% |
Reaction Steps
6 (200 mg, 0.87 mmol), N-benzylpropan-2-amine (0.58 mL, 3.47 mmol), Pd(OAc)2 (8 mg, 0.03 mmol), X-Phos (33 mg, 0.07 mmol), and NaOtBu (250 mg, 2.6 mmol) were suspended in dioxane (3 mL), and stirred for 5 minutes at 150° C. via microwave. The reaction solution was diluted with DMSO and filtered. The crude product was purified directly via prep-LC-MS to provide 448 (21 mg, 7% yield) as a white powder. LC-MS (M+H=344, obsd.=344). 1H NMR (400 MHz, DMSO-D6) δ 11.45 (m, 1H), 8.53 (m, 1H), 8.38 (m, 1H), 8.00 (s, 1H), 7.49 (m, 1H), 7.32 (m, 5H), 7.18 (m, 1H), 7.00 (m, 1H), 4.66 (s, 2H), 1.25 (d, J=6.6, 6H), 0.84 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735584B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-241e20053bec4d0d897cef55de500381 |
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| Source note | uspto-grants-2014_05 |
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